EP1440975A1 - Cristaux de maltitol contenant des cristaux d'un saccharide autre que le maltitol et procede de production de ces cristaux - Google Patents

Cristaux de maltitol contenant des cristaux d'un saccharide autre que le maltitol et procede de production de ces cristaux Download PDF

Info

Publication number
EP1440975A1
EP1440975A1 EP02777867A EP02777867A EP1440975A1 EP 1440975 A1 EP1440975 A1 EP 1440975A1 EP 02777867 A EP02777867 A EP 02777867A EP 02777867 A EP02777867 A EP 02777867A EP 1440975 A1 EP1440975 A1 EP 1440975A1
Authority
EP
European Patent Office
Prior art keywords
maltitol
crystals
containing sugar
mesh
bulk density
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP02777867A
Other languages
German (de)
English (en)
Inventor
Ryuzo Ueno
Akihiko Tabata
Junya 502 Nishinomiyanajio-Windyhills HONDA
Yojiro Furukawa
Yoshiaki Kuriyama
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ueno Seiyaku Oyo Kenkyujo KK
Original Assignee
Ueno Seiyaku Oyo Kenkyujo KK
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ueno Seiyaku Oyo Kenkyujo KK filed Critical Ueno Seiyaku Oyo Kenkyujo KK
Publication of EP1440975A1 publication Critical patent/EP1440975A1/fr
Withdrawn legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical

Definitions

  • the present invention relates to maltitol crystals containing sugar crystals other than maltitol.
  • maltitol Since maltitol is hardly digested and absorbed in a digestive organ and rarely fermented by oral bacteria, it is used in low-calorie foods, diet foods, little cariogenic foods and sweetening agents for diabetics and the like. However, as a maltitol dried product is remarkably hygroscopic and deliquescent and hardly powdered, it is very difficult to handle.
  • the technologies include, for example, a crystalline mixture solid containing maltitol disclosed by Japanese Patent No. 3166102.
  • This patent discloses a maltitol having an apparent specific gravity of 0.72 and an oil absorptivity of 7.5 % when it has a particle size of about 20 mesh and having an apparent specific gravity of 0.61 and an oil absorptivity of 16.5 % when it has a particle size of about 50 mesh as well as its production process using an extruder having a plurality of continuous slender cooling and kneading zones and a seed crystal.
  • the crystalline mixture solid containing maltitol disclosed by the above patent has a relatively large apparent specific gravity, it is unsatisfactory and needs a large space or a transporting tool when it is stored or transported.
  • maltitol crystals containing sugar crystals other than maltitol which have a loose bulk density of particles having a particle size of 20 to 50 mesh after grinding and classification of more than 0.750 g/cc and 0. 850 g/cc or less.
  • the maltitol crystals containing sugar crystals other than maltitol of the present invention have a loose bulk density of particles having a particle size of 20 to 50 mesh after grinding and classification of preferably more than 0.760 g/cc and 0.840 g/cc or less, more preferably more than 0.770 g/cc and 0.830 g/cc or less.
  • This loose bulk density is a value measured with the PT-N powder tester (of Hosokawa Micron Co., Ltd.).
  • the sorbitol is preferably sorbitol crystals.
  • the maltitol crystals containing sugar crystals other than maltitol of the present invention have a compressibility of particles having a particle size of 20 to 50 mesh after grinding and classification of preferably 0 to 7 %, more preferably 0 to 4 % because they have excellent flowability.
  • the hygroscopicity of the maltitol crystals is much lower than that of conventional crystalline mixture solid containing maltitol.
  • the oil absorptivity of the above maltitol crystals containing sugar crystals other than maltitol is more than 0.1 wt% and less than 7.0 wt%, preferably more than 0.5 wt% and less than 6.5 wt% when they are ground and classified to achieve a particle size of 20 to 50 mesh.
  • This oil absorptivity is a value calculated from the weight (A) of a sample containing the residual oil based on the following expression.
  • This sample is obtained by mixing 15 g of a sample prepared by grinding and classification to achieve a particle size of 20 to 50 mesh with a suitable amount of castor oil, leaving the resulting mixture at room temperature for 5 minutes, and centrifuging a centrifugal tube having a 80-mesh net stretched thereon by a centrifugal machine (1,300 G, 10 minutes) to remove an oil fraction which was not retained in the sample.
  • Oil absorptivity (wt%) (A - 15)/15 x 100
  • a preferred example of the process for producing the maltitol crystals containing sugar crystals other than maltitol of the present invention is shown below.
  • the maltitol crystals containing sugar crystals other than maltitol of the present invention are not limited by the production process.
  • the raw material for producing the maltitol crystals containing sugar crystals other than maltitol of the present invention has a maltitol content (based on the solid content) of 70 to 95 wt%, a sorbitol content (based on the solid content) of 2.5 to 15 wt% and a maltotriitol and higher polymerized sugar alcohol total content (based on the solid content) of 2.5 to 15 wt% .
  • a maltitol content (based on the solid content) of 80 to 93 wt%, a sorbitol content (based on the solid content) of 3.5 to 10 wt% and a maltotriitol and higher polymerized sugar alcohol total content (based on the solid content) of 3.5 to 10 wt%.
  • the maltitol aqueous solution may have any water content if sorbitol is in a supersaturated state. Therefore, the maltitol aqueous solution may be concentrated until sorbitol becomes supersaturated.
  • concentration method is not limited and a general concentration method such as vacuum concentration or thin film concentration may be employed.
  • a device and machine of any type for example, an open or closed type, or a batch or continuous type may be used if it can knead and cool the raw material at the same time.
  • a continuous kneader or extruder which can extrude the raw material from an outlet port continuously after kneading and cooling is preferably used.
  • the kneader include an extruder, continuous kneader, mixtron and kneedex, Out of these, an extruder is preferred.
  • extruder examples include the KRC kneader (of Kurimoto, Ltd.), double-screw extruder for foods (of Nippon Steel Co., Ltd.) and double-screw cooking extruder (of W & P AG of Germany).
  • the temperature when the raw material is supplied into the kneader is preferably about 100 to 135°C.
  • the temperature of a cooling portion for forming a plastic mass may be adjusted to a temperature at which generated crystallization heat can be removed, preferably 90° C or less, more preferably 50°C or less.
  • the feed rate of the raw material which differs according to the type and capacity of the kneader in use, is preferably about 2 to 30 kg/hr when the KRC kneader (2S) of Kurimoto, Ltd. is used.
  • the obtained crystals can be made powdery by grinding or granular by granulation. Methods for grinding and granulation are not particularly limited and a commonly used grinder and granulator may be used. If necessary, the obtained powder or granule may be dried by a commonly used drying method or sifted. When it is to be dried, the drying method is selected from pneumatic coveying drying, fluidized bed drying, vacuum drying and tray drying all of which are generally used.
  • the shape of the magma may be arbitrary, for example, noodle-like, ribbon-like, rod-like or plate-like shape. In consideration of the subsequent steps such as cooling and grinding, it is preferably extruded in a noodle-like or ribbon-like shape.
  • a punching plate mounted to the outlet port preferably has an opening diameter of about 2 to 5 mm and an opening ratio of about 10 to 40 %.
  • the cooling method is not particularly limited.
  • the magma extruded from the kneader may be directly exposed to cold air, left at room temperature or cooled to room temperature with cold air on a metal net belt.
  • the magma is quickly cooled to such an extent that its surface temperature drop speed is faster than 10°C/min, needle-like crystals hardly grow disadvantageously.
  • maltitol crystals containing sugar crystals other than maltitol of the present invention satisfy the above conditions, high-quality powdery or granular maltitol crystals containing sugar crystals other than maltitol, which do not need a drying step, are easy to handle and soluble, and have almost no hygroscopicity can be obtained at a low cost in a short period of time.
  • a maltitol crystal mixture is obtained by mixing cane sugar with the maltitol crystals containing sugar crystals other than maltitol of the present invention.
  • the cane sugar is not particularly limited and may be granulated sugar, refined white soft sugar, brown soft sugar or the like. Out of these, granulated sugar is preferred from the viewpoints of the flowability and caking properties of the mixture.
  • the mixing ratio of the cane sugar can be suitably adjusted according to purpose and not limited.
  • the mixing ratio of the maltitol crystals containing sugar crystals other than maltitol to cane sugar is 5:95 to 50:50, preferably 10:90 to 30:70, more preferably 15:85 to 20:80, the taste of the mixture are well balanced and it is easy to use the mixture.
  • maltitol crystals containing sugar crystals other than maltitol of the present invention will be described in more detail with reference to Examples hereinafter.
  • Example 2 Production was carried out under the same conditions as in Example 1 until a noodle-like solid was discharged and the discharged solid was cooled with 20°C cold air for 20 minutes to reduce its surface temperature to about 30° C and ground to obtain high-quality maltitol crystals containing sugar crystals other than maltitol.
  • Example 2 The production was carried out under the same conditions as in Example 1 until a noodle-like solid was discharged from the punching plate at the outlet, and the discharged solid was cooled with 5° C cold air for 2 minutes to reduce its surface temperature to about 30°C and ground to obtain crystalline mixture solid containing maltitol.
  • Each sample was dried at normal temperature under vacuum for 1 hour and placed in a closed sample container (made from Al and having a capacity of 15 ⁇ l) to measure the enthalpy ( ⁇ H) of a peak which appeared at around 90° C under conditions such as a temperature range of 30 to 200°C and a temperature elevation rate of 4° C/min with a differential scanning thermometer (DSC6200 of Seiko Instruments Co., Ltd. ).
  • the sorbitol crystal content was calculated from the obtained chart based on the following expression.
  • Pt-Pb was deposited on the sample for 60 seconds and the obtained sample was observed through a scanning electron microscope (S-4300 of Hitachi, Ltd.) at a voltage of 1 kV and a magnification of X1,000.
  • maltitol crystals containing sugar crystals other than maltitol which have excellent solubility, almost no hygroscopicity, do not become bulky when they are stored and transported because they have a large bulk density, a small difference between packed bulk density and loose bulk density thereof and excellent flowability.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biotechnology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Saccharide Compounds (AREA)
  • Seasonings (AREA)
EP02777867A 2001-10-31 2002-10-17 Cristaux de maltitol contenant des cristaux d'un saccharide autre que le maltitol et procede de production de ces cristaux Withdrawn EP1440975A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2001335496 2001-10-31
JP2001335496 2001-10-31
PCT/JP2002/010797 WO2003037907A1 (fr) 2001-10-31 2002-10-17 Cristaux de maltitol contenant des cristaux d'un saccharide autre que le maltitol et procede de production de ces cristaux

Publications (1)

Publication Number Publication Date
EP1440975A1 true EP1440975A1 (fr) 2004-07-28

Family

ID=19150480

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02777867A Withdrawn EP1440975A1 (fr) 2001-10-31 2002-10-17 Cristaux de maltitol contenant des cristaux d'un saccharide autre que le maltitol et procede de production de ces cristaux

Country Status (6)

Country Link
US (1) US20050118316A1 (fr)
EP (1) EP1440975A1 (fr)
JP (1) JPWO2003037907A1 (fr)
KR (1) KR20040058009A (fr)
CA (1) CA2433405A1 (fr)
WO (1) WO2003037907A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112480190A (zh) * 2020-12-29 2021-03-12 山东福田药业有限公司 一种细粒度麦芽糖醇晶体及其制备方法

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2264042B1 (fr) * 2007-07-27 2012-07-18 Cargill, Incorporated Micronisation de polyols
FR2925499B1 (fr) * 2007-12-20 2010-02-12 Roquette Freres Maltitol granule pour compression directe et son procede de preparation
FR2927810B1 (fr) * 2008-02-22 2013-07-26 Roquette Freres Poudre de maltitol cristallise de grosse granulometrie, son procede de fabrication et ses applications, notamment en chocolat
FR2929512B1 (fr) * 2008-04-08 2010-12-31 Roquette Freres Composition pulverulente de maltitol cristallise de grande fluidite et non mottante

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE759609A (fr) * 1969-12-16 1971-04-30 Towa Kasei Kogyo Cy Ltd Procede de preparation de sorbitol cristallin sous forme granulaire et nouveau produit ainsi obtenu
JPS57134498A (en) * 1981-02-12 1982-08-19 Hayashibara Biochem Lab Inc Anhydrous crystalline maltitol and its preparation and use
US5354856A (en) * 1990-06-25 1994-10-11 Towa Chemical Industry Co., Ltd. Crystalline mixture solid containing maltitol and a process for preparing it
US5583215A (en) * 1990-06-25 1996-12-10 Towa Chemical Industry Co., Ltd. Crystalline mixture solid containing maltitol and a process for preparing it
JP3602903B2 (ja) * 1995-05-02 2004-12-15 東和化成工業株式会社 結晶マルチトール及びそれを含有する含蜜結晶の製造方法
JP4711471B2 (ja) * 1996-07-05 2011-06-29 三菱商事フードテック株式会社 結晶マルチトール及びそれを含有する含蜜結晶の製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO03037907A1 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112480190A (zh) * 2020-12-29 2021-03-12 山东福田药业有限公司 一种细粒度麦芽糖醇晶体及其制备方法

Also Published As

Publication number Publication date
WO2003037907A1 (fr) 2003-05-08
US20050118316A1 (en) 2005-06-02
JPWO2003037907A1 (ja) 2005-02-17
CA2433405A1 (fr) 2003-05-08
KR20040058009A (ko) 2004-07-02

Similar Documents

Publication Publication Date Title
JP4406729B2 (ja) ポリオール組成物の結晶化、結晶性ポリオール組成物生成物およびその使用
AU663308B2 (en) A crystalline anhydrous lactitol and a process for the preparation thereof as well as use thereof
US5354856A (en) Crystalline mixture solid containing maltitol and a process for preparing it
US5583215A (en) Crystalline mixture solid containing maltitol and a process for preparing it
EP1440975A1 (fr) Cristaux de maltitol contenant des cristaux d'un saccharide autre que le maltitol et procede de production de ces cristaux
EP1172370B1 (fr) Composition de cristal contenant de la melasse et procede de production correspondant
JP4837168B2 (ja) 粉末形態のデキストロース水和物及びその調製方法
JPH01273600A (ja) 粒状糖類の製造方法
US6755914B2 (en) Crystalline mixture solid composition and preparation thereof
WO1999047532A1 (fr) Cristallisation de lactitol, produit au lactitol cristallin et son utilisation
US6863737B2 (en) Crystalline mixture solid containing maltitol and preparation therefor
JP3166102B2 (ja) マルチトール含蜜結晶
JP2000189075A (ja) 粉末形態のデキストロ―ス及びその調製方法
JP4362332B2 (ja) マルチトールおよびショ糖の共融混合物およびその製造方法

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20030721

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR IE IT LI LU MC NL PT SE SK TR

RIN1 Information on inventor provided before grant (corrected)

Inventor name: HONDA, JUNYA,502, NISHINOMIYANAJIO-WINDYHILLS

Inventor name: TABATA, AKIHIKO

Inventor name: KURIYAMA, YOSHIAKI

Inventor name: FURUKAWA, YOJIRO

Inventor name: UENO, RYUZO

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Effective date: 20061214